NPASS drugs

Drug Information

Drug ID:	NPD1659
Drug Name:	Pha-543613
Molecular Formula:	C15H17N3O2
Canonical SMILES:	O=C(c1ncc2c(c1)cco2)N[C@H]1CN2CCC1CC2
Standard InCHI:	InChI=1S/C15H17N3O2/c19-15(12-7-11-3-6-20-14(11)8-16-12)17-13-9-18-4-1-10(13)2-5-18/h3,6-8,10,13H,1-2,4-5,9H2,(H,17,19)/t13-/m0/s1
Standard InCHIKey:	IPKZCLGGYKRDES-ZDUSSCGKSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1659

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	443
0.1-0.2	4388
0.2-0.3	8269
0.3-0.4	8552
0.4-0.5	6344
0.5-0.6	2011
0.6-0.7	832
0.7-0.8	51
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7662	NPC102593
Intermediate Similarity	0.7586	NPC196718
Intermediate Similarity	0.7489	NPC168209
Intermediate Similarity	0.7398	NPC258048
Intermediate Similarity	0.7391	NPC175150
Intermediate Similarity	0.7391	NPC243633
Intermediate Similarity	0.7391	NPC216612
Intermediate Similarity	0.738	NPC472099
Intermediate Similarity	0.7303	NPC75179
Intermediate Similarity	0.7303	NPC316224
Intermediate Similarity	0.7287	NPC53534
Intermediate Similarity	0.7229	NPC323969
Intermediate Similarity	0.72	NPC287208
Intermediate Similarity	0.7191	NPC478078
Intermediate Similarity	0.7186	NPC288987
Intermediate Similarity	0.7185	NPC329631
Intermediate Similarity	0.7183	NPC152620
Intermediate Similarity	0.7173	NPC260434
Intermediate Similarity	0.7149	NPC148889
Intermediate Similarity	0.7149	NPC264176
Intermediate Similarity	0.7149	NPC103361
Intermediate Similarity	0.7149	NPC123395
Intermediate Similarity	0.7149	NPC118940
Intermediate Similarity	0.7137	NPC101350
Intermediate Similarity	0.7137	NPC122436
Intermediate Similarity	0.713	NPC472062
Intermediate Similarity	0.713	NPC472063
Intermediate Similarity	0.713	NPC472069
Intermediate Similarity	0.7118	NPC236668
Intermediate Similarity	0.71	NPC305984
Intermediate Similarity	0.7095	NPC235685
Intermediate Similarity	0.7093	NPC472070
Intermediate Similarity	0.709	NPC142385
Intermediate Similarity	0.7089	NPC194740
Intermediate Similarity	0.7087	NPC146976
Intermediate Similarity	0.7087	NPC50562
Intermediate Similarity	0.7072	NPC284338
Intermediate Similarity	0.7056	NPC148183
Intermediate Similarity	0.7056	NPC152768
Intermediate Similarity	0.7056	NPC67658
Intermediate Similarity	0.7054	NPC477549
Intermediate Similarity	0.7049	NPC72905
Intermediate Similarity	0.7035	NPC472065
Intermediate Similarity	0.7031	NPC146418
Intermediate Similarity	0.7025	NPC240384
Intermediate Similarity	0.7025	NPC472061
Intermediate Similarity	0.7018	NPC469489
Intermediate Similarity	0.7017	NPC314954
Intermediate Similarity	0.7012	NPC39370
Intermediate Similarity	0.7004	NPC161801
Intermediate Similarity	0.7	NPC473186
Remote Similarity	0.6996	NPC131885
Remote Similarity	0.6987	NPC269367
Remote Similarity	0.6982	NPC106824
Remote Similarity	0.6975	NPC186351
Remote Similarity	0.6974	NPC82548
Remote Similarity	0.6968	NPC135950
Remote Similarity	0.6966	NPC313804
Remote Similarity	0.6966	NPC315804
Remote Similarity	0.696	NPC472064
Remote Similarity	0.6955	NPC184680
Remote Similarity	0.6943	NPC174672
Remote Similarity	0.6942	NPC182222
Remote Similarity	0.6933	NPC470018
Remote Similarity	0.6932	NPC196449
Remote Similarity	0.6932	NPC314222
Remote Similarity	0.6929	NPC49547
Remote Similarity	0.6926	NPC470785
Remote Similarity	0.6926	NPC472098
Remote Similarity	0.692	NPC137353
Remote Similarity	0.692	NPC322482
Remote Similarity	0.6912	NPC241025
Remote Similarity	0.6906	NPC78767
Remote Similarity	0.6906	NPC473814
Remote Similarity	0.6898	NPC477590
Remote Similarity	0.6898	NPC477585
Remote Similarity	0.6898	NPC477588
Remote Similarity	0.6898	NPC477586
Remote Similarity	0.6897	NPC476287
Remote Similarity	0.6892	NPC93390
Remote Similarity	0.6891	NPC21638
Remote Similarity	0.6889	NPC19872
Remote Similarity	0.6886	NPC472287
Remote Similarity	0.6886	NPC472286
Remote Similarity	0.688	NPC165964
Remote Similarity	0.6875	NPC311906
Remote Similarity	0.6872	NPC253675
Remote Similarity	0.687	NPC174758
Remote Similarity	0.6867	NPC16066
Remote Similarity	0.6867	NPC477979
Remote Similarity	0.6857	NPC470784
Remote Similarity	0.6856	NPC316403
Remote Similarity	0.6856	NPC270918
Remote Similarity	0.6851	NPC314270
Remote Similarity	0.684	NPC249614
Remote Similarity	0.6838	NPC472435
Remote Similarity	0.6835	NPC60621
Remote Similarity	0.6831	NPC141053
Remote Similarity	0.683	NPC74153
Remote Similarity	0.6822	NPC298436
Remote Similarity	0.6816	NPC15801
Remote Similarity	0.6816	NPC477587
Remote Similarity	0.6816	NPC477589
Remote Similarity	0.6813	NPC26543
Remote Similarity	0.681	NPC187501
Remote Similarity	0.6807	NPC210434
Remote Similarity	0.6805	NPC66777
Remote Similarity	0.6798	NPC245816
Remote Similarity	0.6798	NPC476138
Remote Similarity	0.679	NPC207686
Remote Similarity	0.6783	NPC321428
Remote Similarity	0.678	NPC303658
Remote Similarity	0.6778	NPC205372
Remote Similarity	0.6777	NPC278525
Remote Similarity	0.6773	NPC63971
Remote Similarity	0.6773	NPC91868
Remote Similarity	0.6771	NPC473821
Remote Similarity	0.6767	NPC123839
Remote Similarity	0.6767	NPC470020
Remote Similarity	0.6763	NPC157931
Remote Similarity	0.6763	NPC244536
Remote Similarity	0.6763	NPC140296
Remote Similarity	0.6763	NPC257851
Remote Similarity	0.6763	NPC74575
Remote Similarity	0.6758	NPC472436
Remote Similarity	0.6756	NPC267928
Remote Similarity	0.6737	NPC27041
Remote Similarity	0.6737	NPC472285
Remote Similarity	0.6736	NPC478141
Remote Similarity	0.6727	NPC118084
Remote Similarity	0.6726	NPC472284
Remote Similarity	0.6722	NPC24370
Remote Similarity	0.6722	NPC319232
Remote Similarity	0.6721	NPC469554
Remote Similarity	0.672	NPC472434
Remote Similarity	0.672	NPC208522
Remote Similarity	0.6711	NPC245916
Remote Similarity	0.671	NPC193238
Remote Similarity	0.6709	NPC26679
Remote Similarity	0.6708	NPC24019
Remote Similarity	0.6696	NPC472259
Remote Similarity	0.6695	NPC274982
Remote Similarity	0.6695	NPC322064
Remote Similarity	0.6695	NPC36405
Remote Similarity	0.6694	NPC22481
Remote Similarity	0.6682	NPC295158
Remote Similarity	0.6681	NPC171787
Remote Similarity	0.6681	NPC208084
Remote Similarity	0.6681	NPC266249
Remote Similarity	0.668	NPC97746
Remote Similarity	0.668	NPC13603
Remote Similarity	0.668	NPC474688
Remote Similarity	0.668	NPC328928
Remote Similarity	0.6667	NPC471762
Remote Similarity	0.6667	NPC176538
Remote Similarity	0.6667	NPC45190
Remote Similarity	0.6667	NPC315957
Remote Similarity	0.6653	NPC101543
Remote Similarity	0.6653	NPC54066
Remote Similarity	0.6653	NPC471004
Remote Similarity	0.6653	NPC153452
Remote Similarity	0.6653	NPC225279
Remote Similarity	0.6653	NPC474183
Remote Similarity	0.6652	NPC185782
Remote Similarity	0.6651	NPC52831
Remote Similarity	0.6651	NPC325705
Remote Similarity	0.6641	NPC53255
Remote Similarity	0.6641	NPC326930
Remote Similarity	0.6641	NPC85879
Remote Similarity	0.6641	NPC475301
Remote Similarity	0.664	NPC108342
Remote Similarity	0.6639	NPC229893
Remote Similarity	0.6638	NPC53344
Remote Similarity	0.6638	NPC219087
Remote Similarity	0.6637	NPC472116
Remote Similarity	0.6627	NPC475816
Remote Similarity	0.6626	NPC180504
Remote Similarity	0.6626	NPC323752
Remote Similarity	0.6626	NPC172222
Remote Similarity	0.6625	NPC90019
Remote Similarity	0.6624	NPC471304
Remote Similarity	0.6623	NPC274291
Remote Similarity	0.6623	NPC264166
Remote Similarity	0.6623	NPC329708
Remote Similarity	0.6623	NPC327592
Remote Similarity	0.6623	NPC47059
Remote Similarity	0.6623	NPC132539
Remote Similarity	0.6623	NPC165349
Remote Similarity	0.6623	NPC118832
Remote Similarity	0.6622	NPC198673
Remote Similarity	0.6613	NPC189903
Remote Similarity	0.6613	NPC182907
Remote Similarity	0.6612	NPC477112
Remote Similarity	0.6611	NPC269270
Remote Similarity	0.661	NPC39500
Remote Similarity	0.661	NPC221100
Remote Similarity	0.661	NPC234078
Remote Similarity	0.6609	NPC295898
Remote Similarity	0.6609	NPC57398
Remote Similarity	0.6607	NPC92111

Drug Structure

NPD1659 OpenBabel08211701082D 21 24 0 0 1 0 0 0 0 0999 V2000 -0.1580 2.6288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5754 1.2487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.5958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0240 2.1288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1954 0.8036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5797 -0.7979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7921 -1.7842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7921 0.1884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1580 0.6288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7081 2.1288 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9380 -1.2910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6462 -1.2910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7081 1.1288 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9380 -0.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5004 -1.7842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6462 -0.3048 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5004 -2.7704 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0240 1.1288 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 4.3545 -1.2910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3545 -3.2636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 10 1 0 0 0 0 2 5 1 0 0 0 0 2 10 1 0 0 0 0 3 6 2 0 0 0 0 3 11 1 0 0 0 0 4 18 1 0 0 0 0 5 18 1 0 0 0 0 6 20 1 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 12 16 2 0 0 0 0 13 17 1 1 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 19 2 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	271.13
ALogP	-1.6734
MLogP	2.56
XLogP	0.872
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	58.37
RO5 Violation	0